Tammany Hall, the influential Democratic political machine of New York City, had not supported William Jennings Bryan for president in 1896 while the organization’s “boss,” Richard Croker, was temporarily out of the country. During the Great Commoner’s second run for the White House in 1900, Croker and Tammany provided major support to Bryan at the Democratic National Convention and during the fall campaign. The nominee’s close connection with the infamous political machine, which was then embroiled in a headline-making “Ice Trust” scandal, proved to be a liability in the general election. In 1908, Tammany Boss Charles F. Murphy endorsed Bryan before the Democratic National Convention, and unsuccessfully tried to secure New York in the candidate’s column that November. This Harper’s Weekly cartoon asserts that Tammany’s support for the Democratic nominee is based on its desire for a share in Bryan’s wealth earned from his lecture fees.